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Key Documents

798754

Sigma-Aldrich

Cyclohexyl-α-MIDA-boryl aldehyde

Synonym(s):

MIDA071, Cyclohexyl(6-methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)acetaldehyde

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About This Item

Empirical Formula (Hill Notation):
C13H20BNO5
CAS Number:
Molecular Weight:
281.11
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

Quality Level

form

powder

functional group

aldehyde

storage temp.

2-8°C

SMILES string

CN1CC(=O)OB(OC(=O)C1)C(C=O)C2CCCCC2

InChI

1S/C13H20BNO5/c1-15-7-12(17)19-14(20-13(18)8-15)11(9-16)10-5-3-2-4-6-10/h9-11H,2-8H2,1H3

InChI key

UKMSPFKCLXGRMA-UHFFFAOYSA-N

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Application

This boronic acid derivative is in a series of the first known stable α-boryl aldehyde species. Through the employment of the MIDA-protected boronic ester, this building block has been shown as a precursor to the synthesis of unnatural amino acids.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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The Yudin laboratory is known for the development of amphoteric molecules and their application in synthesis. The corresponding reagents possess nucleophilic and electrophilic functional groups that do not prematurely react with each other.

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